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Nano-Co3S4 as a Retrievable and Robust Catalyst for the Synthesis of 2-Oxo-pyridines and 5-Oxo-[1,2,4]triazolo[2,3-a]pyridines
Organic Preparations and Procedures International ( IF 1.2 ) Pub Date : 2019-06-17 , DOI: 10.1080/00304948.2019.1615365
Javad Safaei-Ghomi 1 , Samane Esmaili 1 , Raheleh Teymuri 1 , Hossein Shahbazi-Alavi 1
Affiliation  

Pyridones possess many biological properties such as antibacterial, anti-inflammatory, antiproliferative, antitumor, antihepatitis B, and anti-HIV-1 activities. Finding effective methods for the preparation of pyridones is a principal challenge. Recently, reports have appeared on the synthesis of pyridones using such catalysts as [bmim]BF4, 7 [RuCl2(p-cymene]2, 8 [TMG][Lac] (1,1,3,3-tetramethylguanidine lactate), sodium ethoxide, piperidine, and bismuth(III) nitrate pentahydrate (Bi(NO3)3 5H2O). Despite the use of these procedures, there remains a need for further new methods for the preparation of pyridones. Nanoscale heterogeneous catalysts present high surface areas, which are mainly responsible for their catalytic activity. Among diverse nanoparticles, metal sulfide nanoparticles have received substantial attention due to their unique properties and possible applications in numerous fields. As part of our ongoing interest in the use of nanoscale heterogeneous catalysts for the preparation of heterocyclic systems, we now wish to report the use of Co3S4 nanoparticles as an efficient catalyst for the preparation of 2-oxo-pyridines by the four-component reaction of hydrazine hydrate, ethyl cyanoacetate, malononitrile and aldehydes under reflux conditions in ethanol. We have also prepared 5-oxo-[1,2,4]triazolo[2,3-a]pyridines through the reaction of 2-oxo-pyridines with acetyl chloride in the presence of Co3S4 nanoparticles under reflux conditions in dimethylformamide (DMF) (Scheme 1). We initially attempted a four-component condensation of hydrazine hydrate, ethyl cyanoacetate, malononitrile and 4-chlorobenzaldehyde as a model reaction under different conditions. Yields were determined in the presence of ZrO2, NiO, SnO, CoO, CoS and Co3S4 nanoparticles and the results are shown in Table 1. Nano-Co3S4 gave the best yields in the shortest time and a very good yield of 92% was obtained with 0.4mol%, which was not improved by increasing to 0.6mol%. Our nano-Co3S4 was

中文翻译:

纳米 Co3S4 作为合成 2-氧-吡啶和 5-氧-[1,2,4]三唑并[2,3-a]吡啶的可回收且稳定的催化剂

吡啶酮具有许多生物学特性,例如抗菌、抗炎、抗增殖、抗肿瘤、抗乙型肝炎和抗 HIV-1 活性。寻找制备吡啶酮的有效方法是一项主要挑战。最近,关于使用 [bmim]BF4, 7 [RuCl2(p-cymene]2, 8 [TMG][Lac] (1,1,3,3-四甲基胍乳酸盐),钠乙醇盐、哌啶和硝酸铋 (III) 五水合物 (Bi(NO3)3 5H2O)。尽管使用了这些程序,但仍然需要进一步的新方法来制备吡啶酮。纳米级多相催化剂具有高表面积,这主要负责它们的催化活性。在不同的纳米粒子中,金属硫化物纳米粒子由于其独特的性质和在众多领域的可能应用而受到广泛关注。作为我们对使用纳米级多相催化剂制备杂环系统的持续兴趣的一部分,我们现在希望报告使用 Co3S4 纳米粒子作为通过四组分反应制备 2-氧代吡啶的有效催化剂。水合肼、氰基乙酸乙酯、丙二腈和醛在乙醇中回流条件下。我们还在二甲基甲酰胺 (DMF) 中回流条件下,在 Co3S4 纳米颗粒存在下,通过 2-氧-吡啶与乙酰氯反应制备了 5-氧-[1,2,4] 三唑并 [2,3-a] 吡啶(方案1)。我们最初尝试了水合肼、氰乙酸乙酯、丙二腈和 4-氯苯甲醛作为不同条件下的模型反应。产率是在 ZrO2、NiO、SnO、CoO、CoS 和 Co3S4 纳米粒子存在下测定的,结果如表 1 所示。纳米 Co3S4 在最短的时间内获得了最好的产率,并获得了 92% 的非常好的产率0.4mol%,增加到0.6mol%并没有改善。我们的纳米 Co3S4 是
更新日期:2019-06-17
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